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Cypress Isle Dr. Phillips Real Estate

Seeking real estate between Dr. Phillips & Windermere and close to Disney? Welcome to Cypress Isle, nestled between the Tibet-Butler Nature Preserve and Lakes Tibet and Sheen. Cypress Isle is an oasis of tranquility in Disney’s backyard. Nearby highways I-4, 429, and 528 provide easy access to popular Central Florida destinations like Universal, SeaWorld, and the international airport. Real Estate in Dr. Phillips offers excellent proximity to highly-rated local schools and serene natural beauty. With a great central location, a unique mix of old-world charm and top-notch community amenities, these Dr. Phillips homes offer something for everyone.

Cypress Isle Homes for Sale

2 Properties Found. Page 1 of 1.
Photo of Listing #O6219022
MLS® # O6219022
4 Beds, 5 Baths, 3,053 Sf
Photo of Listing #O6205800

10362 Trout Road

MLS® # O6205800
4 Beds, 3 Baths, 2,415 Sf

Cypress Isle is a distinctive community of 52 unique single-family homes. Development of this lakeside community began in the early 1950s and continued through the decades. Original homes have been lovingly upgraded and modernized, while some newer and more modern residences have been introduced recently. Most Cypress Isle homes have between three to five bedrooms and two to five bathrooms. Homes feature gourmet kitchens and spacious central living spaces, showcasing architectural features that take full advantage of natural light. Owner’s suites offer an in-home private retreat with plenty of space and luxurious ensuite fittings. Outdoors, find attached multi-vehicle garages and oversized lots with mature landscaping and towering trees. Enjoy the Florida sunshine with a screened rear lanai, a private backyard swimming pool, or even a convenient outdoor kitchen. Many lakeside residences include private docks and beautiful water views, while other homes enjoy conservation views and no rear neighbors. Residents enjoy shady sidewalks, ponds, a community grill, and a wooden cabana.

Cypress Isle is a serene and private community convenient to multiple shopping and dining outlets. Less than a mile away is Lakeside Village, a shopping center including a supermarket, popular breakfast restaurant, and barber shop. Moments outside the community, West Beach Park is pet-friendly, with shaded picnic facilities, grills, a playground, and sand volleyball courts. The adjacent Tibet-Butler Nature Reserve has gentle hikes showcasing local habitats and a wildlife sanctuary. Downtown Windermere offers an enchanting center with a weekly farmers market, library, art center, and community events. Disney Springs has popular retail venues, various dining options, and great entertainment. Orlando Vineland Outlet Mall is close by, with shopping options to suit any budget and quick and fine dining. Nearby Orange County Public Schools are highly rated, serving children from pre-k through 12th grade.

Cypress Isle offers an opportunity to live near the heart of Disney while enjoying idyllic tranquility at home. Take advantage of the opportunity to see for yourself the wonderful community of Cypress Isle!

Cypress Isle Community Information

  • Location: Winter Garden Vineland Rd & Sunset Blvd
  • Surrounding Lakes: Lake Tibet and Lake Sheen
  • Number of Homesites: 52
  • Year(s) Built: 1953 - 2018
  • HOA: Yes
  • Square Footage: 1,350 - 4,000+
  • Community Amenities: Community ponds, Wooded views, Cabana, Grill

Orange County Public Schools

  • Castleview Elementary School: Grades K - 5th Distance: 2.5 miles
  • Horizon West Middle School: Grades 6th - 8th Distance: 2.5 miles
  • Windermere High School: Grades 9th - 12th Distance: 5.5 miles

Dining and Shopping

  • Lakeside Village with Publix, dining, retail and banking - Distance: 2 miles
  • Winn-Dixie - Distance: 5.5 miles
  • Aldi - Distance 4.5 miles
  • Trader Joes - Distance: 9 miles
  • Winter Garden Village with Target, Marshalls, and Lowes - Distance: 8 miles
  • Hamlin Town Center with movie theater - Distance: 8.5 miles
  • The Grove at Isleworth - Distance: 8.5 miles
  • Downtown Winter Garden - Distance: 11 miles
  • Disney Springs - Distance: 6.5 miles
  • Orlando Vineland Premium Outlets - Distance: 7 miles
  • The Mall at Millenia, Retail Shopping Centers, & BJ's Wholesale Club - Distance: 15.5 miles
  • Restaurant Row - Distance: 10.5 miles
  • Downtown Orlando - Distance: 19 miles

Parks and Recreation

  • West Beach Park - Distance: 0.5 miles
  • Tibet Butler Nature Preserve - Distance: 0.5 miles
  • Golden Bear Golf Club - Distance: 3 miles
  • Four Seasons Golf and Sports Club - Distance: 5 miles
  • Walt Disney World - Distance: 3.5 miles
  • ESPN Wild World of Sports Complex - Distance: 8.5 miles
  • SeaWorld Orlando - Distance 8.5 miles
  • Orange County National Golf Center and Lodge - Distance: 8.5 miles
  • Universal Orlando - Distance: 13 miles


  • Orlando Health Dr. Phillips Hospital - Distance: 9 miles
  • Advent Health Palm Parkway - Distance: 6.5 miles
  • Advent Health Centra Care Lake Buena Vista - Distance: 5.5 miles


  • Orlando International Airport - Distance: 22.5 miles

*Distances are approximately measured from the Cypress Isle community entrance. 

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Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on July 22nd, 2024 at 6:34am EDT.